HCID 67496943, compound → HCID 67498105, compound

HRID 1628289Notes

Reaction equation

HRID 1628289 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:18]=[C:19]([N+:21]([O-])=O)[CH:20]=2)[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:5]=[CH:4][N:3]=1.[H][H]>CO.[Pd]>[NH2:21][C:19]1[CH:18]=[C:10]([CH:9]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[CH:7]=2)[CH:20]=1)[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12]

Participants

5

Reactant 2

HCID 67496943HCID 67496943, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67498105HCID 67498105, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 3-(2-methylpyridin-4-yl)-5-nitrobenzoate (1.5 g, 4.8 mmol) and 300 mg of 10% wet Pd/C (˜50% H2O) in 25 mL of methanol under a balloon of hydrogen was allowed to stir at room temperature overnight. Upon completion, the mixture was concentrated and the residue was dried to give 1.31 g of tert-Butyl 3-amino-5-(2-methylpyridin-4-yl)benzoate 49.1B. LCMS (ES+) m/z 285.

Workup

  1. concentrationUpon completion, the mixture was concentrated
  2. customthe residue was dried

Sources & evidence

ORD record
ord-08b10fec10b44aa791ad2e9341afa951
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

Loading…